Anion recognition based on halogen bonding: a case study of macrocyclic imidazoliophane receptors
文献类型：期刊论文
| 作者 | Lu, Yunxiang2,3; Li, Haiying2,3; Zhu, Xiang2,3; Liu, Honglai2,3; Zhu, Weiliang1
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| 刊名 | JOURNAL OF MOLECULAR MODELING
 |
| 出版日期 | 2012-07 |
| 卷号 | 18期号:7页码:3311-3320 |
| 关键词 | Anion receptors Noncovalent interactions Binding behaviors Binding affinity |
| ISSN号 | 1610-2940 |
| DOI | 10.1007/s00894-011-1350-7 |
| 文献子类 | Article |
| 英文摘要 | The structures and properties of noncovalent interactions involving three imidazoliophane receptors 1-3 and halide anions have been investigated by means of density functional theory calculations. To account for the influence of the solvent environment, the implicit polarized continuum model was also employed. For the halogenated cyclophane receptors 1 and 2, the halide ions are held by a bidentate array of halogen bonds (C-Br/C-I...X-), while multiple hydrogen-bonding interactions (C-H...X-) are present in the complexes of the nonhalogenated macrocyclic receptor 3. To accommodate the negatively charged guest anions, the structures of 1 and 2 fully reorganize into a calix-like shape, while both the imidazole and benzene rings in 3 tend to point towards the anions and thus rotate to form a cage-like shape. In both the gas phase and aqueous solution, the binding affinities of the anions for halogen-bonding receptors 1 and 2 become stronger than those for hydrogen-bonding receptor 3. The results reported here should prove to be of great value in the design and synthesis of effective and selective anion receptors based on halogen bonding. |
| WOS关键词 | HYDROGEN-BONDS ; SIGMA-HOLE ; MOLECULAR-INTERACTIONS ; PI INTERACTION ; BINDING ; COORDINATION ; GUANIDINIUM ; CHEMISTRY ; DESIGN ; SITES |
| 资助项目 | Natural Science Foundation of Shanghai[11ZR1408700] ; National Natural Science Foundation of China[20736002] ; National Natural Science Foundation of China[21103047] ; Program for Changjiang Scholars and Innovative Research Team in the University of China[IRT0721] ; 111 Project of China[B08021] |
| WOS研究方向 | Biochemistry & Molecular Biology ; Biophysics ; Chemistry ; Computer Science |
| 语种 | 英语 |
| WOS记录号 | WOS:000305602900039 |
| 出版者 | SPRINGER |
| 源URL | [http://119.78.100.183/handle/2S10ELR8/278032]  |
| 专题 | 药物发现与设计中心 |
| 通讯作者 | Lu, Yunxiang |
| 作者单位 | 1.Chinese Acad Sci, Shanghai Inst Mat Med, Drug Discovery & Design Ctr, Shanghai 201203, Peoples R China; 2.E China Univ Sci & Technol, Dept Chem, Shanghai 200237, Peoples R China 3.E China Univ Sci & Technol, Key Lab Adv Mat, Shanghai 200237, Peoples R China; |
| 推荐引用方式 GB/T 7714 | Lu, Yunxiang,Li, Haiying,Zhu, Xiang,et al. Anion recognition based on halogen bonding: a case study of macrocyclic imidazoliophane receptors[J]. JOURNAL OF MOLECULAR MODELING,2012,18(7):3311-3320. |
| APA | Lu, Yunxiang,Li, Haiying,Zhu, Xiang,Liu, Honglai,&Zhu, Weiliang.(2012).Anion recognition based on halogen bonding: a case study of macrocyclic imidazoliophane receptors.JOURNAL OF MOLECULAR MODELING,18(7),3311-3320. |
| MLA | Lu, Yunxiang,et al."Anion recognition based on halogen bonding: a case study of macrocyclic imidazoliophane receptors".JOURNAL OF MOLECULAR MODELING 18.7(2012):3311-3320. |
入库方式： OAI收割
来源：上海药物研究所
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